NPASS drugs

Drug Information

Drug ID:	NPD3967
Drug Name:	Methotrexate Sodium
Molecular Formula:	C20H22N8O5.2Na
Canonical SMILES:	CN(c1ccc(cc1)C(=O)N[C@H](C(=O)[O-])CCC(=O)[O-])Cc1cnc2c(n1)c(N)[nH]c(=N)n2.[Na+].[Na+]
Standard InCHI:	InChI=1S/C20H22N8O5.2Na/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30;;/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27);;/q;2*+1/p-2/t13-;;/m0../s1
Standard InCHIKey:	DASQOOZCTWOQPA-GXKRWWSZSA-L
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3967

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	360
0.1-0.2	3898
0.2-0.3	11831
0.3-0.4	10680
0.4-0.5	1650
0.5-0.6	1794
0.6-0.7	650
0.7-0.8	25
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9227	NPC177996
High Similarity	0.9227	NPC147983
Intermediate Similarity	0.7801	NPC14849
Intermediate Similarity	0.7696	NPC248862
Intermediate Similarity	0.7696	NPC328611
Intermediate Similarity	0.7668	NPC131450
Intermediate Similarity	0.7668	NPC147298
Intermediate Similarity	0.7668	NPC182057
Intermediate Similarity	0.7371	NPC471194
Intermediate Similarity	0.7371	NPC471193
Intermediate Similarity	0.7371	NPC153980
Intermediate Similarity	0.7371	NPC6865
Intermediate Similarity	0.7324	NPC72956
Intermediate Similarity	0.7273	NPC314281
Intermediate Similarity	0.7273	NPC40530
Intermediate Similarity	0.7204	NPC473376
Intermediate Similarity	0.7189	NPC471192
Intermediate Similarity	0.7164	NPC228835
Intermediate Similarity	0.7156	NPC317701
Intermediate Similarity	0.7122	NPC210123
Intermediate Similarity	0.7079	NPC477003
Intermediate Similarity	0.707	NPC472070
Intermediate Similarity	0.705	NPC11126
Intermediate Similarity	0.7045	NPC281049
Intermediate Similarity	0.704	NPC64216
Intermediate Similarity	0.7015	NPC73994
Intermediate Similarity	0.7005	NPC54981
Remote Similarity	0.6995	NPC21429
Remote Similarity	0.6976	NPC17059
Remote Similarity	0.6963	NPC251391
Remote Similarity	0.6961	NPC308931
Remote Similarity	0.6961	NPC99939
Remote Similarity	0.6961	NPC133003
Remote Similarity	0.6947	NPC476491
Remote Similarity	0.6941	NPC54744
Remote Similarity	0.6931	NPC61011
Remote Similarity	0.6912	NPC46895
Remote Similarity	0.6908	NPC324091
Remote Similarity	0.6905	NPC102592
Remote Similarity	0.6905	NPC79356
Remote Similarity	0.69	NPC469529
Remote Similarity	0.69	NPC89987
Remote Similarity	0.6891	NPC84317
Remote Similarity	0.6869	NPC472062
Remote Similarity	0.6869	NPC472063
Remote Similarity	0.6869	NPC472069
Remote Similarity	0.6866	NPC116555
Remote Similarity	0.6866	NPC71238
Remote Similarity	0.6863	NPC270834
Remote Similarity	0.6852	NPC472064
Remote Similarity	0.6847	NPC16659
Remote Similarity	0.6845	NPC94752
Remote Similarity	0.6842	NPC216550
Remote Similarity	0.6832	NPC83774
Remote Similarity	0.6832	NPC145885
Remote Similarity	0.6832	NPC84827
Remote Similarity	0.6832	NPC14113
Remote Similarity	0.6821	NPC154478
Remote Similarity	0.6812	NPC69843
Remote Similarity	0.6808	NPC284338
Remote Similarity	0.6806	NPC123906
Remote Similarity	0.6802	NPC478182
Remote Similarity	0.6798	NPC265710
Remote Similarity	0.6794	NPC476460
Remote Similarity	0.6791	NPC57398
Remote Similarity	0.6789	NPC476525
Remote Similarity	0.6776	NPC121327
Remote Similarity	0.6774	NPC471191
Remote Similarity	0.6773	NPC320968
Remote Similarity	0.6771	NPC238945
Remote Similarity	0.6763	NPC62749
Remote Similarity	0.6763	NPC476527
Remote Similarity	0.6757	NPC477979
Remote Similarity	0.6749	NPC473380
Remote Similarity	0.6749	NPC240088
Remote Similarity	0.6748	NPC285923
Remote Similarity	0.6746	NPC469489
Remote Similarity	0.6745	NPC472293
Remote Similarity	0.6742	NPC118940
Remote Similarity	0.6736	NPC472260
Remote Similarity	0.6734	NPC56233
Remote Similarity	0.6732	NPC191415
Remote Similarity	0.673	NPC326422
Remote Similarity	0.6729	NPC293917
Remote Similarity	0.6729	NPC103361
Remote Similarity	0.6717	NPC478184
Remote Similarity	0.6714	NPC167710
Remote Similarity	0.6714	NPC106824
Remote Similarity	0.6713	NPC143977
Remote Similarity	0.6712	NPC476524
Remote Similarity	0.6699	NPC470205
Remote Similarity	0.6698	NPC220151
Remote Similarity	0.6698	NPC19692
Remote Similarity	0.6698	NPC202812
Remote Similarity	0.6697	NPC472065
Remote Similarity	0.6696	NPC267811
Remote Similarity	0.6684	NPC313889
Remote Similarity	0.6683	NPC477976
Remote Similarity	0.6683	NPC161861
Remote Similarity	0.6683	NPC91179
Remote Similarity	0.6682	NPC171317
Remote Similarity	0.6682	NPC478158
Remote Similarity	0.6682	NPC472292
Remote Similarity	0.6667	NPC471944
Remote Similarity	0.6667	NPC105811
Remote Similarity	0.6667	NPC229893
Remote Similarity	0.6667	NPC476817
Remote Similarity	0.6667	NPC243850
Remote Similarity	0.6652	NPC323244
Remote Similarity	0.6651	NPC81535
Remote Similarity	0.6651	NPC477004
Remote Similarity	0.6651	NPC472297
Remote Similarity	0.6651	NPC472296
Remote Similarity	0.665	NPC469938
Remote Similarity	0.665	NPC293487
Remote Similarity	0.665	NPC41717
Remote Similarity	0.6649	NPC467188
Remote Similarity	0.6649	NPC70406
Remote Similarity	0.6637	NPC234078
Remote Similarity	0.6637	NPC221100
Remote Similarity	0.6636	NPC266249
Remote Similarity	0.6635	NPC473763
Remote Similarity	0.6635	NPC117244
Remote Similarity	0.6634	NPC126709
Remote Similarity	0.6634	NPC283219
Remote Similarity	0.6634	NPC248041
Remote Similarity	0.662	NPC135950
Remote Similarity	0.662	NPC294693
Remote Similarity	0.6619	NPC213629
Remote Similarity	0.6618	NPC102755
Remote Similarity	0.6617	NPC70949
Remote Similarity	0.6607	NPC478157
Remote Similarity	0.6603	NPC135601
Remote Similarity	0.6603	NPC17273
Remote Similarity	0.6603	NPC141612
Remote Similarity	0.6602	NPC88110
Remote Similarity	0.6602	NPC469896
Remote Similarity	0.66	NPC233380
Remote Similarity	0.6599	NPC213914
Remote Similarity	0.6597	NPC171393
Remote Similarity	0.6597	NPC295452
Remote Similarity	0.6595	NPC116622
Remote Similarity	0.6592	NPC75634
Remote Similarity	0.6591	NPC54420
Remote Similarity	0.6589	NPC472116
Remote Similarity	0.6587	NPC467063
Remote Similarity	0.6585	NPC157583
Remote Similarity	0.6585	NPC74619
Remote Similarity	0.6583	NPC477420
Remote Similarity	0.6583	NPC477418
Remote Similarity	0.6582	NPC209362
Remote Similarity	0.658	NPC100726
Remote Similarity	0.6577	NPC123839
Remote Similarity	0.6575	NPC88115
Remote Similarity	0.6573	NPC472210
Remote Similarity	0.6573	NPC81802
Remote Similarity	0.6573	NPC472295
Remote Similarity	0.6573	NPC247735
Remote Similarity	0.6573	NPC269886
Remote Similarity	0.6567	NPC478183
Remote Similarity	0.6561	NPC2823
Remote Similarity	0.6558	NPC174281
Remote Similarity	0.6558	NPC78767
Remote Similarity	0.6558	NPC473814
Remote Similarity	0.6558	NPC475286
Remote Similarity	0.6555	NPC311282
Remote Similarity	0.6553	NPC12649
Remote Similarity	0.6553	NPC219336
Remote Similarity	0.655	NPC138293
Remote Similarity	0.655	NPC113056
Remote Similarity	0.6545	NPC238457
Remote Similarity	0.6543	NPC65408
Remote Similarity	0.6542	NPC93390
Remote Similarity	0.654	NPC103119
Remote Similarity	0.6538	NPC328924
Remote Similarity	0.6537	NPC151635
Remote Similarity	0.6537	NPC267885
Remote Similarity	0.6533	NPC100104
Remote Similarity	0.6533	NPC122141
Remote Similarity	0.6533	NPC470680
Remote Similarity	0.6532	NPC162860
Remote Similarity	0.6528	NPC34837
Remote Similarity	0.6528	NPC474916
Remote Similarity	0.6528	NPC474389
Remote Similarity	0.6524	NPC235684
Remote Similarity	0.652	NPC477714
Remote Similarity	0.6513	NPC473878
Remote Similarity	0.6513	NPC471655
Remote Similarity	0.6512	NPC245916
Remote Similarity	0.6512	NPC128244
Remote Similarity	0.6509	NPC186351
Remote Similarity	0.6505	NPC217372
Remote Similarity	0.6505	NPC15573
Remote Similarity	0.6505	NPC183662
Remote Similarity	0.6502	NPC32534
Remote Similarity	0.65	NPC470203
Remote Similarity	0.65	NPC225018
Remote Similarity	0.65	NPC478185
Remote Similarity	0.6498	NPC220797
Remote Similarity	0.6498	NPC268744

Drug Structure

NPD3967 OpenBabel08211704332D 40 40 0 0 1 0 0 0 0 0999 V2000 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -7.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -7.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -7.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -2.5539 -1.4332 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 11.8923 -0.5000 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 10.0263 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 4 1 0 0 0 0 2 10 2 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 7 1 0 0 0 0 7 14 1 0 0 0 0 8 11 1 0 0 0 0 8 23 2 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 18 1 0 0 0 0 11 24 2 0 0 0 0 12 28 1 0 0 0 0 13 6 1 6 0 0 0 13 19 1 0 0 0 0 13 25 1 0 0 0 0 14 29 2 0 0 0 0 14 30 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 24 1 0 0 0 0 16 21 1 0 0 0 0 16 26 1 0 0 0 0 17 23 1 0 0 0 0 17 27 2 0 0 0 0 18 25 1 0 0 0 0 18 31 2 0 0 0 0 19 32 2 0 0 0 0 19 33 1 0 0 0 0 20 22 2 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 21 36 1 0 0 0 0 21 37 1 0 0 0 0 22 38 1 0 0 0 0 25 39 1 0 0 0 0 26 40 1 0 0 0 0 M CHG 4 30 -1 33 -1 34 1 35 1 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	452.16
ALogP	-4.5538
MLogP	2.23
XLogP	-2.873
HDA	13
HBD	4
Rotatable Bonds	14
TPSA	212.64
RO5 Violation	1